Preparation useful for the production of dyestuffs



patented Nov. '23, 1926.

TNETE STATES PATENT OFFICE.

ARTHUR ZITSCHIER, 0F OFFENBACH-ON-THE-MAIN, GERMANY, ASSIGNQR, TO I. G. FARBENINQ'USTRIE AKI'IENGESELLSCHAFT, 0F FRANKFORT, GERMANY.

PREPARATION USEFUL FOR THE PRODUCTION OF DYESTUEFS.

No Drawing. Application filed June 2, 1924, Serial No. 717,211, and in Germany June 11, 1923.

/ stances as well as freshly prepared mixtures of the corresponding components, making it possible to supply the consumer in the most concentrated form with products yielding by simply dissolving in water solutions or printing colors, which can be directly used v for the production of dyestuffs on the fiber by means of the one-bath method or for printing.

Thereby the range of shades hitherto obtainable by those compounds is extended most opportunely, the present preparations yielding on the production of dyestuffs prevalently yellow shades or shades ranging to yellow.

Among the substances suitable for use in the present invention, I may mention mixtures prepared metal-salts, which can be obtained for example from nitroanilins, nitrotoluidins, nitroanisidins, -chloroanilins, I anilins, dianisidin and other diazotizable bases, with the alkali metal salts of bodies containing a methylene group capable of coupling with diazo compounds, such as for example pyrazolon derivatives or derivatives of ,B-ketone-aldehyd, such as arylamids of acetoacetic acid such as for example the anilid, nitroanilid, anisidid or diacylacetyl-- arylamins such as diacetoacetylbenzidin or -tolidin and other products of condensation from acylacetic acid esters with diand monoamino bases, which are described for example in the British Letters Patent Nos. 211,722 and 211,814.-

The production of the new preparations may be illustrated by the following examples, the parts being by weight:

E wample 1. 32,8 parts of 2.5-dichlorophenylmethylfrom nitrosamin-alkali vthe nitrosamin salt of ortho-nitroanilin for example that of para-nitroanilin can also be'used.

The formula for the 2.5-dichlorophenylmethyl-pyrazolon may be written as follows:

N==CCH: 00- H] and the formula for'the nitrosamin-sodium salt of ortho-nitranilin may be written as follows:

Na N N0 The product obtained in the case of Example 1 is a'mixture of such 2.5-dichlorophenyl-methyl-pyrazolon with such nitrosamln-sodium salt of ortho-nitranilin. chloronitro- Example 2,

20,7 parts of acetoacetyl-para-anisidin are well ground in a ball-mill with 20,6 parts of caustic soda lye of 43 B6. and then intensely mixed with 114 parts of a paste of the nitrosamin-sodium salt of ortho-nitroanilin (corresponding to 13,3% of the base and containing 3% of free caustic soda).

Example 1; the formula of acetoacetyl-paraanisidin may be written as follows:

NH.CO.CH;.COCH

CH! Ewample 3.

38 parts of diacetoacetyl-ortho-tolidin are finely ground with 16,5 parts of caustic soda of 97% strength and then well mixed omcoemnn-O-Omcocmcocn.

and the formula of the nitrosamin-sodium salt of 3-nitro-4-toluidin may be written as follows:

H Example 4.

38 parts of diacetoacetyl-ortho tolidin are finely ground with 16,5 parts of caustic soda. of 97 strength and then worked in a ballmill with 237 parts of a paste of 15%' of the nitrosamin-sodium salt of 2.5-dichlor0janilin to a homogeneous pulp.

On printing with this product yellow shades are obtained on cotton.

The product obtained in the case of Example 4 is a mixture of diacetoacety'l-orthotolidin with the nitrosamin-sodium salt of 2.5-dichloroanilin. The formula of the former has been given above in connection with Example 3; the formula of the nitro- 28,1 parts of acetoacetyl-4-aminoazobenzene are ground-with 20,6 parts of caustic soda lye of 43 and 42 parts of a paste of the nitrosamin-so'dium salt of 5-nitro-2- toluidin (corresponding to 40% of. the base and containing 3% of free caustic soda) in a ball-mill to a homogeneous paste.

On printing with this product reddish yellow shades are obtained on cotton. In stead of. the nitrosumin salt of '5-nitro-2- toluidin for. example that of para-nitro- 95 ortho-anisidin can also be used.

be written as follows:

Example 5.

38 parts of diacetoacetyl-4.4'-diaminoazobenzene are ground in the same manner, as described in Example 4, with the indicated quantities of caustlc soda. and of the nitro samin-sodium salt of 2;5-dichloroanilin.

On printing with this product reddish yellow shades are obtained on cotton.

The product obtained in the case of Ex* ample 5' is a mixture of diacetoacetyl-4.4-

diaminoazobenzene' with the nitrosaminsodium salt of 2.5-dichloroanilin. The; formula of the latter has been given above in connection with Example 4; the formula of diacetoacetyl 4.4 diaminoazobenzene may be written as follows:

- The product obtainedin the case of Exsamin-sodium salt of 2.5-dichloroanilin may ample 6 is a mixture of acetoacetyl-4-aminoazobenzene with the nitrosamin-sodium salt of 5-n1tr0-2-toluidin. The formula of acetoacetyl-et-aminoazobenzen'e may be written as follows O-N-N rmoocmcocm and the formula of. the nitrosamin-sodium salt of 5-nitro-2-toluidin may be written as As new articles products useful for the follows: production of dyestufis consisting in mix- N tures of nitrosamin-alkali metal salts with 15 N alkali metal salts of bod es contammg a 5 I methylene grou capable of' coupling with Ha diazo compoumfi. I y

In testimony that I claim the foregoing as my invention, I have signed my name,- 20 this 14th day of May, 1924. 10

Now what I claim and desire to secure by ARTHUR ZITSCHER.

Letters Patent is the following: 

